A round up of what’s going on in Portland this weekend including live music, concerts, comedy, trivia, happy hours, movies & more!
2025 Portland Cinco de Mayo Fiesta @ Waterfront Park | 30+ Food Vendors, Live Music, Carnival
The Portland Guadalajara Sister City Association (PGSCA) invites you to the 38th Annual Portland Cinco de Mayo Fiesta, a celebration of Mexican culture, music, and cuisine at the scenic Tom McCall Waterfront Park.
Underground Drag & Comedy Show @ UnderBar | Hosted By Savannah O Bennington.
UnderBar’s Monthly Drag and Comedy Show, featuring some of your Favorite Local Drag Performers!
Improv Classes @ Deep End Theater | Learn the Art and Craft of Improvisation
Improv and Storytelling Classes are registering now!
Blueprint Ensemble Arts presents The Spy Who Trebled Me | A Choose-Your-Own-Adventure Musical Tale
Finishing their 2025 spring performances, Blueprint brings a unique concept within the choral and theatrical arena: letting the audience choose what comes next!
2025 Mother’s Day @ Portland Spirit | Brunch Buffet, Mimosas, Live Music
Sweep mom off her feet this Mother’s Day with a special brunch cruise.
Free Improv Workshop @ Deep End Theater | Tools for Creating improvisation
Join us for a fun afternoon of play! In this workshop we will dip our toes into Deep End’s unique improv style.
Portland’s Pettiest Drag Show @ Escape Bar & Grill | Hosted by Savannah O Bennington
Escape Bar and Grill’s Monthly Pettiest Drag Showcase, featuring some of your Favorite Local Drag Performers.
Win Tickets ($100): 2025 PDX Urban Wine Experience @ Easton Broad | 15 Wineries, Charcuterie, Dessert
Join us for an unforgettable afternoon of exceptional wine and local flavor at the 2025 PDX Urban Wine Experience!
Animal Instincts @ Club Privata | PNW’s #1 Lifestyle Club
Calling all sexy beasts! Let your inner animal out at our Animal Instincts Party.
Win Tickets ($10): Asher Fulero & Friends @ The Goodfoot | Dance/Electronic
Each week, keyboard wizard Asher Fulero has a different band lined up
Win Tickets ($60): The Jins @ Mission Theater | Indie, Alternative
The Jins have been on a tear for the last decade, bringing their fusion of incredible riffs, bombastic drums, and driving basslines to fans first in Vancouver, and then across Canada and the US.
Win Tickets ($50): Kyle Gordon @ Mission Theater | Musical Comedy
Kyle Gordon and his Band present a one-of-a-kind musical comedy experience unlike anything you’ve ever seen before in your entire life ever.
Portland In The News: 3-D Printed Footwear, Forest Hikes, Bigfoot Sightings & More | April 17, 2025
Portland’s sunny weather is a perfect match for a hike in Forest Park. Portland Monthly has 8 routes to suit your forest bathing needs. There’s no shortage of good eating in the PDX dining scene. The Eater’s Guide to Portland narrows down the options and includes a PDX Pipeline favorite: Rangoon Bistro. Get the giant…
Win Tickets ($76): Seun Kuti @ Aladdin Theater | Egypt 80, Son of Afrobeat Pioneer Fela Kuti
Seun Kuti is a Nigerian musician, singer, and songwriter renowned for his captivating performances and socially conscious music.
Win Tickets ($105): The Hard Quartet w/ Evicshen @ Revolution Hall | Feat. Stephen Malkmus, Matt Sweeney & More
The Hard Quartet has leveled, cultivated, and made lush an entirely new steppe in the ecosystem of guitar-bass-drums-voice agriculture
Win Tickets ($56): Deerhoof w/ The Ghost Ease & Kusikia @ Revolution Hall | Indie Rock, Alternative
For a band that seems to thrive on collapse, it’s simply amazing that this US/Japanese quartet is now celebrating their 31st year.
Win Tickets ($87): Jason Cheny @ Aladdin Theater | Taiwanese American Comedian
Jason Cheny is a Taiwanese American stand-up comedian based in Los Angeles.
Win Tickets ($90): Boeing Boeing @ Experience Theatre Project | Immersive Comedy Farce
Take a plane ride back in time to a 1960 Paris apartment, with 3 flight attendant fiancées, 1 bachelor, and plenty of immersive turbulence!
2025 Gorge Artists Open Studios Tour | Free, Self Guided Tour Featuring 48 Artists
Spring in the Columbia Gorge and the 2025 Gorge Artists Open Studios tour go hand in hand!
2025 Easter Eggstravaganza @ Packer Orchards | Egg Hunts, Tulips, Easter Bunny
Hop on over to our Easter Eggstravaganza on April 19th and 20th for a weekend full of springtime fun!
Villains Era @ UnderBar Vancouver | Local Drag Showcase
From our sponsors: Villains Era April 19, 2025 9-11pm | $15 | 21+ Purchase Tickets: eventbrite.com UnderBar 1701 1/2 Broadway St, Vancouver, WA 98663 UnderBar’s Monthly Villains Era Themed Drag Showcase. Hosted By Mother Darkness, Honey Hart.
Seattle Opera presents Tosca @ McCaw Hall | Giacomo Puccini’s Melodrama
Giacomo Puccini’s melodrama returns to the McCaw Hall stage in a classic production that “has just about everything: great tunes, desperate lovers, loads of action, and a bad guy you’re going to love to hate”
The Storyteller @ Artists Repertory Theatre | World Premiere, Inspired by Shakespeare’s ‘The Tempest’
Seventeen-year-old Randi has always lived with her dad, off-grid on a rotting old houseboat along the Columbia River’s edge.
Win Tickets ($10): High Sierra Music Fest Band Contest @ The Goodfoot | 4 Bands, Hosted by Scott Pemberton
We are thrilled to be hosting High Sierra Music Festival’s band contest this evening.
2025 Bend Women’s Expo @ Seventh Mountain Resort | Shopping, Workshops, Networking
Step into a world designed just for you at the Bend Women’s Expo! Join us at the beautiful Seventh Mountain Resort on May 24, 2025
Win Tickets ($40): UNGUILT. Phish Afterparty @ The Goodfoot | Live Electronic Music Collective
We are stoked to present this very special collaborative show after Phish!
Keepin’ It Klassy @ Escape Bar & Grill | Drag & Comedy Show
Escape Bar and Grill’s Monthly Drag & Comedy Show, featuring your Favorite Local Drag Performers!
2025 Savor SW Washington Wine @ Battle Ground Community Center | Wine Tasting + Gourmet Bites
This year marks the 200th anniversary of grape growing in Washington State, making Savor SW Washington Wine a celebration of history, community, and culinary excellence.
Denim & Diamonds @ Club Privata | Portland’s Premiere Lifestyle Club
Come join us as we celebrate the best of both worlds, casual and glamorous, with our Denim & Diamonds Party at Club Privata!
Win Tickets ($72): Ebo Taylor & Pat Thomas @ Revolution Hall | Ghanaian Guitarist, Afrobeat, Afro-pop
May 10 @ Revolution Hall – Immerse yourself in a night of rich musical heritage and cross-cultural rhythms, featuring the legendary Ghanaian guitarist, composer, and producer Ebo Taylor.
Tea & Bloom Spring Tea Fair @ Lan Su Chinese Garden | Music, Shopping, Blossom Tours
Sip and shop with local tea-centric vendors, enjoy live traditional Chinese music performances, and marvel at the magic of spring with Lan Su’s horticulture specialists.
2025 Portland Cinco de Mayo Half Marathon, 10k, 5k | Scenic Course Along Springwater Corridor Trail
Celebrate Cinco de Mayo with Running a Half, 10k or 5k on May 4th!
Portland in the News: Historic Old Town, Birding at Rest Stops, Free Food Market & More | April 10
What do bathroom breaks and birding have in common? Travel Portland reports due to spring migrations rare birds can be spotted at rest stops all around Oregon. Oregon DMVs have been inundated with appointment requests as the deadline to get a REAL ID in order to board flights approaches. And good news for Goonies fans:…
Win Tickets($8-40): 2025 Crafty Wonderland Spring Art + Craft Market @ Oregon Convention Center | 200+ Booths of Handmade Goods
Shop Handmade, Support Local at the Crafty Wonderland Spring Art + Craft Market!
Alice in Wonderland Teas @ Victorian Belle | Sweet & Savory Bites Paired w/ Teas
The Victorian Belle’s Alice in Wonderland-themed Afternoon Teas are a fun and elegant way to celebrate in April and May!
With Love From PDX Now Offering Bi-Weekly CSA Boxes | Locally Grown Fruits & Veggies
Eat healthy and local with our new Community Supported Agriculture boxes!
MANY Weekend Events & Giveaways ($2,400+): Festivals, Fireworks, Concerts, Comedy, Theater, Film, & More!
| Weekend
Portland in the News: State Park Passes, Pink Light District, Swimming Holes & More | July 9, 2026
| News
Win Tickets ($70): McMenamins Presents “A Hot August Night” with Super Diamond @ McMenamins Grand Lodge in Forest Grove | The Neil Diamond Tribute
| music
7 Deadly Sins: CHURCH Part Two: Lust @ PAM-CUT’s Tomorrow Theater | Interactive Storytelling Series
| Comedy, events, music, SE Portland
Portland Sketch Fest @ The Siren Theater | Oregon’s Only Sketch Comedy Festival
| Comedy
Haulin Aspen @ Wanoga Sno Park | Marathon, Half Marathon, 6.5-mile “Half As,” and NEW Three-Person Marathon Relay
| Active Lifestlye, sports
New Portland Jobs: Lan Su Chinese Garden, PHAME, Creo Chocolate & More
| Jobs
Win Tickets ($85): Jerry’s Middle Finger @ Crystal Ballroom | Jerry Garcia Tribute Band
| All Ages, downtown, events, music
Kumoricon 2026 @ Oregon Convention Center | Anime & Japanese Culture Convention
| All Ages, Books, events, Food & Drink, NE Portland, Shopping, Visual Art
Win Tickets ($48): McMenamins Presents Gully Boys @ Mission Theater | Indie Rock
| All Ages, music, NW Portland
2026 Summer Free For All In The Parks: Festivals, Free Movies, Free Concerts, Dance, Theater, Comedy, & More
| All Ages, events, Film, Free, music, Visual Art
Win Tickets ($56): McMenamins Presents The Hails Duck Pond Tour @ Mission Theater | Indie-Rock
| All Ages, music, NW Portland
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